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    • 5 BR
    • 3 BA
    • 2 HF BA
    • Sleeps 9
    Estate #802737vb
    2
    Viewed 21 times in the last 48 hours
      Exceptional! 5/5
      (19 reviews)
      avg/night
      • 6 BR
      • 5 BA
      • Sleeps 20
      Estate #4258796
      19
      Viewed 184 times in the last 48 hours
        Exceptional! 5/5
        (17 reviews)
        avg/night
        • 6 BR
        • 4 BA
        • 1 HF BA
        • Sleeps 12
        Estate #629154vb
        17
        Viewed 23 times in the last 48 hours
          Wonderful! 4.9/5
          (17 reviews)
          avg/night
          • 6 BR
          • 6 BA
          • Sleeps 12
          Estate #568397vb
          17
          Viewed 33 times in the last 48 hours
            Exceptional! 5/5
            (4 reviews)
            avg/night
            • 2 BR
            • 1 BA
            • Sleeps 6
            Estate #837730vb
            4
            Viewed 33 times in the last 48 hours
              • 5 BR
              • 5 BA
              • Sleeps 10
              Estate #736279vb
              16
                Exceptional! 5/5
                (5 reviews)
                avg/night
                • 9 BR
                • 8 BA
                • Sleeps 16
                Estate #717669vb
                5
                Viewed 29 times in the last 48 hours
                  Wonderful! 4.8/5
                  (25 reviews)
                  avg/night
                  • 8 BR
                  • 5 BA
                  • Sleeps 16
                  Estate #387726
                  25
                  Viewed 81 times in the last 48 hours
                    avg/night
                    • 4 BR
                    • 4 BA
                    • Sleeps 10
                    Estate #721760vb
                    3
                    Viewed 21 times in the last 48 hours
                      Wonderful! 4.8/5
                      (5 reviews)
                      avg/night
                      • 5 BR
                      • 4 BA
                      • 2 HF BA
                      • Sleeps 10
                      Estate #558988vb
                      5
                        Exceptional! 5/5
                        (6 reviews)
                        avg/night
                        • 6 BR
                        • 5 BA
                        • 1 HF BA
                        • Sleeps 13
                        Estate #665300vb
                        6
                        Viewed 7 times in the last 48 hours
                          • 3 BR
                          • 5 BA
                          • Sleeps 10
                          Estate #830576vb
                            Excellent! 4.7/5
                            (23 reviews)
                            avg/night
                            • 3 BR
                            • 2 BA
                            • Sleeps 8
                            Estate #101832
                            23
                            Viewed 11 times in the last 48 hours
                              avg/night
                              • 10 BR
                              • 9 BA
                              • 1 HF BA
                              • Sleeps 17
                              Estate #4174661
                              Viewed 21 times in the last 48 hours
                                avg/night
                                • 5 BR
                                • 5 BA
                                • Sleeps 8
                                Estate #850244vb
                                Viewed 5 times in the last 48 hours
                                  • 5 BR
                                  • 6 BA
                                  • Sleeps 10
                                  Estate #879089vb
                                  Viewed 6 times in the last 48 hours
                                    Exceptional! 5/5
                                    (11 reviews)
                                    avg/night
                                    • 6 BR
                                    • 5 BA
                                    • 1 HF BA
                                    • Sleeps 14
                                    Estate #661667vb
                                    11
                                    Viewed 11 times in the last 48 hours
                                      • 5 BR
                                      • 2 BA
                                      • Sleeps 10
                                      Estate #101843
                                      Viewed 5 times in the last 48 hours
                                        Exceptional! 5/5
                                        (23 reviews)
                                        avg/night
                                        • 7 BR
                                        • 4 BA
                                        • 1 HF BA
                                        • Sleeps 16
                                        Estate #496513vb
                                        23
                                        Viewed 41 times in the last 48 hours
                                          avg/night
                                          • 8 BR
                                          • 4 BA
                                          • 2 HF BA
                                          • Sleeps 20
                                          Estate #836757vb
                                          2
                                          Viewed 52 times in the last 48 hours
                                            Exceptional! 5/5
                                            (8 reviews)
                                            avg/night
                                            • 7 BR
                                            • 7 BA
                                            • 1 HF BA
                                            • Sleeps 14
                                            Estate #174224
                                            8
                                            Viewed 5 times in the last 48 hours
                                              Exceptional! 5/5
                                              (8 reviews)
                                              avg/night
                                              • 7 BR
                                              • 9 BA
                                              • 1 HF BA
                                              • Sleeps 14
                                              Estate #100476vb
                                              8
                                              Viewed 6 times in the last 48 hours
                                                • 9 BR
                                                • 4 BA
                                                • 1 HF BA
                                                • Sleeps 16
                                                Estate #4215517
                                                Viewed 9 times in the last 48 hours
                                                  Exceptional! 5/5
                                                  (4 reviews)
                                                  avg/night
                                                  • 8 BR
                                                  • 4 BA
                                                  • 1 HF BA
                                                  • Sleeps 18
                                                  Estate #296197
                                                  4
                                                  Viewed 12 times in the last 48 hours
                                                    Wonderful! 4.8/5
                                                    (14 reviews)
                                                    View details for price
                                                    • 8 BR
                                                    • 4 BA
                                                    • 2 HF BA
                                                    • Sleeps 17
                                                    Estate #945611
                                                    14
                                                      avg/night
                                                      • 7 BR
                                                      • 4 BA
                                                      • Sleeps 16
                                                      Estate #4199353
                                                      Viewed 17 times in the last 48 hours
                                                      • 1 - 26 of 26

                                                      Pittsfield: Vacation Rental Estates (26)

                                                       

                                                      Recent Pittsfield Reviews

                                                      Beautiful interior! Love the rustic-modern style!

                                                      5 of 5
                                                      Great family friendly space! Has ping pong and foos ball in basement, which is great for entertaining the entire family. Beds are very comfy, and hangout places are cozy and fit a huge crowd. Overall, a spectacular stay!
                                                      • Submitted: Feb 20, 2017
                                                      • Stayed: Feb 2017

                                                      Serene and Beautiful Getaway in the Berkshires

                                                      5 of 5
                                                      My dearest friends and I wanted to get away from the world for a weekend, and Colesbrook Manor was just the place! As soon as we walked in the door we had a cozy feeling of being home. Andy has taken such great care in building a beautiful, warm, and peaceful oasis on this beautiful piece of property. We were truly delighted to sit by the fire, play music, and share a bottle of wine. We enjoyed exploring the trails and creek located right out the back door, as well as stargazing at night. The beds were cozy and the sauna was a treat, especially after taking a walk in the snow on Saturday. If you visit, check out the Dream Away Lodge (open seasonally from around April to Thanksgiving) for delicious food, a quirky atmosphere, and excellent music. However, we were happy that we bought groceries because we did not want to leave the house on Saturday. Andy, Thank you for being such an accommodating host and for building such a lovely home. We will be back!
                                                      • Submitted: Nov 29, 2016
                                                      • Stayed: Nov 2016

                                                      Beautiful house!

                                                      5 of 5
                                                      Laurie has done an amazing job with the house! We had a large group of family and everyone was comfortable. The barn has some great recreational activities which kept our group busy. The location is also very convenient being midway between the berkshires and the town of Hudson.
                                                      • Submitted: Nov 14, 2016
                                                      • Stayed: Nov 2016